5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE

Product Name: 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE
CAS No.: 3031-94-5
Chemical Name: 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE
Synonyms: ZMP;acadesine 5'-monophosphate;AICA-Riboside, 5′-Phosphate;5-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE;NSC 283955;NSC 292227;AICAR-5'-MP;Acaribonucleotide;AICAR-5'-MP / ZMP;AICAR-5′,-MP
CBNumber: CB3466890
Molecular Formula: C9H15N4O8P
Formula Weight: 338.21
MOL File: 3031-94-5.mol

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5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE Property

Melting point:: 198-202°C dec.
Boiling point:: 845.3±75.0 °C(Predicted)
Density: 2.30±0.1 g/cm3(Predicted)
storage temp.: -20°C
solubility: DMSO (Slightly, Heated, Sonicated), Methanol (Slightly), Water (Slightly)
form: White to light pink solid
pka: 1.86±0.10(Predicted)
color: White to Pink
optical activity: [α]/D -69.0±3.0°, c = 0.1 in sodium bicarbonate
Water Solubility: water: 1mg/mL
DMSO: 30mg/mL
Stability:: Hygroscopic
InChIKey: UDYDDOATBNVEES-UUOKFMHZSA-N

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Safety

Safety Statements: 24/25
WGK Germany: 3
HS Code: 29349990

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: A1393
Product name: 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate
Purity: ≥93%
Packaging: 50mg
Price: $718
Updated: 2025/07/31

Sigma-Aldrich

Product number: 123041
Product name: AICA-Riboside, 5?-Phosphate
Packaging: 25mg
Price: $272
Updated: 2025/07/31

Sigma-Aldrich

Product number: 06595
Product name: 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate
Purity: analytical standard
Packaging: 25mg
Price: $759
Updated: 2025/07/31

Sigma-Aldrich

Product number: A1393
Product name: 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate
Purity: ≥93%
Packaging: 100mg
Price: $1270
Updated: 2025/07/31

TRC

Product number: A611705
Product name: 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate
Packaging: 500mg
Price: $1390
Updated: 2021/12/16

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5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE Chemical Properties,Usage,Production

Chemical Properties

White Powder With Pink Tinge.

Uses

AICAR monophosphate is a 5′′-phosphorylated analog of cell permeable AICAR that mimics AMP. AICAR is an adenosine monophophate (AMP)-activated protein kinase (AMPK) activator/agonist.

Definition

ChEBI: AICA ribonucleotide is a 1-(phosphoribosyl)imidazolecarboxamide that is acadesine in which the hydroxy group at the 5' position has been converted to its monophosphate derivative. It has a role as a cardiovascular drug, a plant metabolite, a human metabolite, an Escherichia coli metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is a 1-(phosphoribosyl)imidazolecarboxamide and an aminoimidazole. It is functionally related to an acadesine. It is a conjugate acid of a 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2-).

General Description

5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate (AICAR monophosphate) is an intermediate metabolite in the purine de novo synthesis pathway and a potent activator of the human AMP-activated protein kinase (AMPK) activity in vitro. It can play an important regulatory role.

Biochem/physiol Actions

A 5′-phosphorylated analog of cell permeable AICAR that mimics adenosine monophosphate (AMP). It is an AMP-activated protein kinase (AMPK) activator.In humans, 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate (AICAR) is found to be accumulated in numerous metabolic diseases. It can increase the endurance of sedentary mice. AICAR exhibits antiproliferative effects. It can induce apoptosis of aneuploid cells.

5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE Preparation Products And Raw materials

Raw materials

Preparation Products

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5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE Suppliers

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View Lastest Price from 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE 3031-94-5
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-10-13

Dingwang Technology (Wuhan) Co., Ltd.

Product: AICAR 3031-94-5
Price: US $0.00/g
Min. Order: 1g
Purity: 99% min
Supply Ability: 20 tons
Release date: 2024-07-08

3031-94-5, 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATERelated Search:

AICAR 5-Amino-4-imidazolecarboxamide 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE 3-ETHYL-3H-IMIDAZOLE-4-CARBALDEHYDE

AICAR monophosphate, ZMP, N1-(β-D-5μ-Phosphoribofuranosyl)-5-aminoimidazole-4-carboxamide

1-(5-O-Phosphono-β-D-ribofuranosyl)-5-amino-1H-imidazole-4-carboxamide

5-Amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide

5-Amino-4-imidazolecarboxamide ribonucleotide

5'-Phosphoribosyl-4-carboxamide-5-aminoimidazole

ZMP

5-Aino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide

5-Aminomidazole-4-carboxamide-1-β-D-ribofuranosyl 5-Monophosphate

Acaribonucleotide

5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5'-monophosphate ,98%

5-Aminoimidazole-4-carboxamide-1-b-D-ribofuranose 5'-monophosphate

((2R,3S,4R,5R)-5-(5-aMino-4-carbaMoyl-1H-iMidazol-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methyl dihydrogen phosphate

N1-(β-D-5′-Phosphoribofuranosyl)-5-aminoimidazole-4-carboxamide

NSC 283955

NSC 292227

AICA-Riboside, 5′-Phosphate

5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE

5-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE

AICAR MONOPHOSPHATE

AICAR MONOPHOSPHATE, N1-[BETA-D-5'-PHOSPHORIBOFURANOSYL]-5-AMINOIMIDAZOLE-4-CARBOXAMIDE

5-Aminoimidazole-4-Carboxamide-1-b-D-Ribofuranosyl 5Monophosphate

5-aminoimidazole-4-carboxamide-1-β-d-ribofuranosyl 5'-monophosphate

[(2R,3R,4R,5R)-5-(5-amino-4-carbamoyl-imidazol-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic acid

aicaribonucleotide

5-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide

AICAR-5'-MP / ZMP

5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL

1H-Imidazole-4-carboxamide, 5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-

5-Aminoimidazole-4-carboxamide-1-β-D-Ribofuranosyl 5’-Monophosphate

Aminoimidazole Carboxamide Ribonucleoside

5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE USP/EP/BP

1H-Imidazole-4-carboxamide,5-amino-1-(5-O-phosphono-b-D-ribofuranosyl)-

acadesine 5'-monophosphate

AICAR-5'-MP

5-aminoimidazole-4-carboxamide ribonucleotide

1H-?Imidazole-?4-?carboxamide,5-?amino-?1-?(5-?O-?phosphono-?β-?D-?ribofuranosyl)?-

AICA-Ribotide (NSC 283955)

AICAR monophosphate, 10 mM in DMSO

5-Aminoimidazole-4-carboxamide-1-β-<sc>D</sc>-ribofuranosyl 5′-monophosphate

5'-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl

AICAR-5&#8242,-MP

AICA-Riboside, 5'-Phosphate,BR

3031-94-5

C9H15N4O8P

BioChemical

Metabolomics

Metabolic Pathways

Metabolites and Cofactors on the Metabolic Pathways Chart

Nucleotide

Bases & Related Reagents

Carbohydrates & Derivatives

Nucleotides